4,4',4'',4'''-Methanetetrayltetrabenzoic acid

Base Information

• Chemical Name: 4,4',4'',4'''-Methanetetrayltetrabenzoic acid
• CAS No.: 160248-28-2
• Molecular Formula: C29H20O8
• Molecular Weight: 496.473
• European Community (EC) Number: 878-919-9
• DSSTox Substance ID: DTXSID40573400
• Nikkaji Number: J1.583.502H
• Wikidata: Q82462118
• Mol file: 160248-28-2.mol

Synonyms:160248-28-2;4,4',4'',4'''-Methanetetrayltetrabenzoic acid;4-[tris(4-carboxyphenyl)methyl]benzoic acid;Benzoic acid, 4,4',4'',4'''-methanetetrayltetrakis-;tetrakis(4-carboxyphenyl)methane;YSZC064;SCHEMBL2176223;DTXSID40573400;MFCD28385403;AKOS025212222;MS-20611;Tetrakis(4-carboxylic acid phenyl)methane;4-[tris(4-carboxyphenyl)methyl]benzoicacid;CS-0110614;T3896;E70436;EN300-263254

Chemical Property of 4,4',4'',4'''-Methanetetrayltetrabenzoic acid

Chemical Property:

• Boiling Point: 758.9±60.0 °C(Predicted)
• PKA: 3.45±0.10(Predicted)
• PSA: 149.20000
• Density: 1.434±0.06 g/cm3(Predicted)
• LogP: 4.86210
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 496.11581759
• Heavy Atom Count: 37
• Complexity: 695

Purity/Quality:

97% ^*data from raw suppliers

4-[Tris(4-carboxyphenyl)methyl]benzoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)C(C2=CC=C(C=C2)C(=O)O)(C3=CC=C(C=C3)C(=O)O)C4=CC=C(C=C4)C(=O)O

Technology Process of 4,4',4'',4'''-Methanetetrayltetrabenzoic acid

There total 9 articles about 4,4',4'',4'''-Methanetetrayltetrabenzoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.8%

4,4',4'',4'''-tetracyanotetraphenylcyanide (121706-21-6) → tetraphenylmethane-4,4′,4″,4?-tetracarboxylic acid (160248-28-2)

Guidance literature:

With potassium hydroxide; In ethylene glycol; Heating;

Reference yield: 71.0%

carbon dioxide (124-38-9,18923-20-1) + tetrakis(4-bromophenyl)methane (105309-59-9) → tetraphenylmethane-4,4′,4″,4?-tetracarboxylic acid (160248-28-2)

Guidance literature:

tetrakis(4-bromophenyl)methane; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 0.166667h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at -70 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/zaac.201900089

Reference yield:

tetrakis(4-bromophenyl)methane (105309-59-9) → tetraphenylmethane-4,4′,4″,4?-tetracarboxylic acid (160248-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 99.0 percent Chromat_. / KCN, KI, KOH / palladium(II)acetate / hexamethylphosphoric acid triamide / 19 h / 95 °C

2: KOH / ethane-1,2-diol / 19 h / Heating

With potassium cyanide; potassium hydroxide; potassium iodide; palladium diacetate; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethylene glycol;

DOI:10.1021/ja00183a019

upstream raw materials:

4,4',4'',4'''-tetracyanotetraphenylcyanide

Tetrakis(4-methylphenyl)methane

tri-p-tolylmethylchloride

tetrakis(4-bromophenyl)methane

Downstream raw materials:

Tetraphenylmethane-4,4',4'',4'''-tetracarboxylic acid tetramethyl ester

C₂₉H₁₆Cl₄O₄